4-Aminophenylacetonitrile → N2,N4-bis(4-cyanomethylphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine

HRID 578293

반응식

Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=1.[C:14]([CH2:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1)#[N:15]>>[C:14]([CH2:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][C:2]2[N:7]=[C:6]([NH:21][C:20]3[CH:22]=[CH:23][C:17]([CH2:16][C:14]#[N:15])=[CH:18][CH:19]=3)[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=2)=[CH:19][CH:18]=1)#[N:15]

참가 물질

반응물 2

HCID 770004-Aminophenylacetonitrile

HCID 104020Ethyl 2,4-dichloropyrimidine-5-carboxylate

생성물 1

HCID 22060774N2,N4-bis(4-cyanomethylphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine

실험 절차

In like manner to N2,N4-bis(3-hydroxyphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine, 2,4-dichloro-5-ethoxycarbonylpyrimidine and 4-cyanomethylaniline were reacted to yield N2,N4-bis(4-cyanomethylphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 8.72 (s, 1H), 7.64 (m, 4H), 7.32 (d, 2H, J=8.7 Hz), 7.21 (d, 2H, J=8.4 Hz), 4.3 (q, 2H, J=7.0 Hz), 3.97 (s, 2H,), 3.89 (s, 2H), 1.32 (3H, J=7 Hz); LCMS: ret. time: 30.83 min.; purity: 90%; MS (m/e): 413 (MH+).

출처 및 근거

ORD 기록: ord-ae59e6a33be647ac82e27c8d3a512e8a
출처 데이터셋: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09040550B2

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